Isopropylamine → N-isopropyl alpha-hydroxy-gamma-(2'-chloro-4-biphenylyl)butyramide

HRID 1659079Notes

Reaction equation

HRID 1659079 reaction equation
[OH:1][CH:2]([CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[Cl:22])=[CH:12][CH:11]=1)[C:3]([O:5]CC)=O.[CH:23]([NH2:26])([CH3:25])[CH3:24]>>[CH:23]([NH:26][C:3](=[O:5])[CH:2]([OH:1])[CH2:8][CH2:9][C:10]1[CH:11]=[CH:12][C:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[Cl:22])=[CH:14][CH:15]=1)([CH3:25])[CH3:24]

Participants

3

Reactant 2

HCID 6363IsopropylamineHCID 21526346Ethyl alpha-hydroxy-gamma-(2'-chloro-4-biphenylyl)butyrate

Product 1

HCID 21526058N-isopropyl alpha-hydroxy-gamma-(2'-chloro-4-biphenylyl)butyramide

Procedure

Ethyl α-hydroxy-γ-(2'-chloro-4-biphenylyl)butyrate 0.1 mole is stirred with 20 ml. of isopropylamine at about 35°C with stirring overnight and the temperature is then raised to reflux for 28 hours. The reaction mixture is evaporated in vacuo and the residue distilled to obtain N-isopropyl α-hydroxy-γ-(2'-chloro-4-biphenylyl)butyramide.

Workup

  1. temperaturethe temperature is then raised
  2. temperatureto reflux for 28 hours
  3. customThe reaction mixture is evaporated in vacuo
  4. distillationthe residue distilled

Sources & evidence

ORD record
ord-96c99d12a3e14ffb826d077e02ec5a7a
Source dataset
uspto-grants-1976_06
Patent number
US03966801

Reaction notes

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